Efficient catalyst-free bi- and triaroylation of aromatic rings in a single step.
The exceptional leaving group ability of the trimethylstannyl group in electrophilic aromatic substitutions makes possible the synthesis, in a single step, of bi- and triaroylarenes through the catalyst-free, regioselective reaction of bi- and tristannylarenes with different aroyl halides in o-dichlorobenzene as solvent. Specific di- and triketones are obtained in good to excellent yields (45-83%).
Lo Fiego
Marcos J
MJ
INQUISUR, Departamento de Química, Universidad Nacional del Sur, Avenida Alem 1253, 8000 Bahía Blanca, Argentina.
Badajoz
Mercedes A
MA
Silbestri
Gustavo F
GF
Lockhart
María T
MT
Chopa
Alicia B
AB
D002384:Catalysis; D006219:Halogens / Q000737:chemistry; D011084:Polycyclic Aromatic Hydrocarbons / Q000737:chemistry*; D017971:Tin Compounds / Q000737:chemistry
D006219:Halogens; D011084:Polycyclic Aromatic Hydrocarbons; D017971:Tin Compounds; C031525:stannane